US4157428A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Ethylene carbon monoxide copolymers containing epoxy side groups
Assignee: EIDP Inc
•
Filing: 1977-03-04
•
Granted: 1979-06-05
•
Expires: 1997-03-04
Abstract
Abstract New and useful blends of thermosetting resins with copolymers of certain amounts of ethylene with another monomer copolymerizable therewith to provide solid but flexible polymers, and a third monomer containing epoxy side groups, and optionally carbon monoxide, are provided. These blends result in performance unattainable with the thermosetting resin alone in terms of flexibility, toughness, and adhesion. Such blends may be used, for example, to produce flexible, semirigid or rigid films, coatings, fibers, foams or molded articles.
Inventors
- 👤 Clarence F. Hammer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 23:38
CPC Classifications
C; C08; C08L; C08L63/00; C08G; C08G67/00; C08G67/02; C08L23/00; C08L23/02; C08L23/04; C08L23/08; C08L61/00; C08L61/04; C08L61/20; C08L61/26; C08L61/28; C08L73/00; C08L65/00
Claims Analysis
Total Claims: 64
Claim 1
Independent Claim
173 words
Curable blends comprising by weight 1 to 99 percent of a free radical polymerized copolymer consisting essentially of, by weight (a) 40 to 90 percent ethylene; (b) 0 to 20 percent carbon monoxide; (c) 5 to 40 percent of a monomer copolymerizable therewith to provide flexible polymers, said monomer taken from the class consisting of unsaturated mono- or dicarboxylic acids of 3 to 20 carbon atoms, esters of said unsaturated mono- or dicarboxylic acids, vinyl esters of saturated carboxylic acids where the acid group has 1 to 18 carbon atoms, vinyl alkyl ethers where the alkyl group has 1 to 18 carbon atoms, acrylonitrile, methacrylonitrile, alpha-olefins of 3 to 20 carbon atoms, norbornene and vinyl aromatic compounds, and (d) 0.2 to 15 percent of an ethylenically unsaturated monomer of 4 to 21 carbon atoms containing an epoxy group; and 1 to 99 percent of an organic thermosetting resin with which said copolymer is only functionally compatible, said resin being selected from the group consisting of phenolic resins, epoxy resins, and melamine formaldehyde resins.
Claim 2
Dependent Claim
173 words
Curable blends comprising by weight 1 to 99 percent of a free radical polymerized copolymer consisting essentially of, by weight (a) 40 to 90 percent ethylene; (b) 0 to 20 percent carbon monoxide; (c) 5 to 40 percent of a monomer copolymerizable therewith to provide flexible polymers, said monomer taken from the class consisting of unsaturated mono- or dicarboxylic acids of 3 to 20 carbon atoms, esters of said unsaturated mono- or dicarboxylic acids, vinyl esters of saturated carboxylic acids where the acid group has 1 to 18 carbon atoms, vinyl alkyl ethers where the alkyl group has 1 to 18 carbon atoms, acrylonitrile, methacrylonitrile, alpha-olefins of 3 to 20 carbon atoms, norbornene and vinyl aromatic compounds, and (d) 0.2 to 15 percent of an ethylenically unsaturated monomer of 4 to 21 carbon atoms containing an epoxy group; and 1 to 99 percent of an organic thermosetting resin with which said copolymer is only functionally compatible, said resin being selected from the group consisting of phenolic resins, epoxy resins, and melamine formaldehyde resins.
Claim 3
Dependent Claim
49 words
Curable blends according to claim 1 wherein monomer (c) is taken from the class consisting of vinyl esters of saturated carboxylic acids where the acid group has 1 to 18 carbon atoms, esters of unsaturated mono- or dicarboxylic acids of 3 to 20 carbon atoms and vinyl alkyl ethers.
Claim 4
Dependent Claim
12 words
Curable blends according to claim 2 wherein monomer (c) is vinyl acetate.
Claim 5
Dependent Claim
43 words
Curable blends according to claim 1 wherein monomer (d) is taken from the class consisting of epoxy esters of copolymerizable unsaturated organic acids, epoxy ethers of vinyl ethers, epoxy ethers of allyl ethers and mono-epoxy substituted di-olefins of 4 to 12 carbon atoms.
Claim 6
Dependent Claim
12 words
Curable blends according to claim 4 wherein monomer (d) is glycidyl methacrylate.
Claim 7
Dependent Claim
38 words
Curable blends according to claim 1 wherein monomers (a) to (d) are present in amounts by weight (a) 45 to 90 percent, (b) 0 to 15 percent, (c) 10 to 33 percent, and (d) 0.4 to 9 percent.
Claim 8
Dependent Claim
38 words
Curable blends according to claim 1 wherein monomers (a) to (d) are present in amounts by weight (a) 50 to 70 percent, (b) 7 to 18 percent, (c) 20 to 30 percent, and (d) 1 to 6 percent.
Claim 9
Dependent Claim
18 words
Curable blends according to claim 7 wherein monomer (c) is vinyl acetate and monomer (d) is glycidyl methacrylate.
Claim 10
Dependent Claim
18 words
Curable blends according to claim 7 wherein monomer (c) is vinyl acetate and monomer (d) is glycidyl acrylate.
Claim 11
Dependent Claim
14 words
Curable blends according to claim 1 wherein said thermosetting resin is a phenolic resin.
Claim 12
Dependent Claim
15 words
Curable blends according to claim 10 wherein said phenolic resin is a phenol formaldehyde resin.
Claim 13
Dependent Claim
14 words
Curable blend according to claim 1 wherein said thermosetting resin is an epoxy resin.
Claim 14
Dependent Claim
15 words
Curable blend according to claim 1 wherein said thermosetting resin is a melamine formaldehyde resin.
Claim 15
Dependent Claim
38 words
Curable blend according to claim 1 wherein the ethylene copolymer is present in the range of 5 to 95 percent by weight and the thermosetting resin is present in the range of 5 to 95 percent by weight.
Claim 16
Dependent Claim
38 words
Curable blend according to claim 1 wherein the ethylene copolymer is present in the range of 10 to 50 percent by weight and the thermosetting resin is present in the range of 50 to 90 percent by weight.
Claim 17
Dependent Claim
14 words
Curable blend according to claim 14 wherein said thermosetting resin is a phenolic resin.
Claim 18
Dependent Claim
14 words
Curable blend according to claim 16 wherein said phenolic resin is a novalak resin.
Claim 19
Dependent Claim
14 words
Curable blend according to claim 16 wherein said phenolic resin is a resole resin.
Claim 20
Dependent Claim
14 words
A cured blend according to claim 1 in the form of a molded article.
Claim 21
Dependent Claim
14 words
A cured blend according to claim 14 in the form of a molded article.
Claim 22
Dependent Claim
13 words
A cured blend according to claim 1 in the form of a film.
Claim 23
Dependent Claim
13 words
A cured blend according to claim 14 in the form of a film.
Claim 24
Dependent Claim
13 words
A cured blend according to claim 1 in the form of a fiber.
Claim 25
Dependent Claim
13 words
A cured blend according to claim 14 in the form of a fiber.
Claim 26
Dependent Claim
12 words
A cured blend according to claim 1 in the form of foam.
Claim 27
Dependent Claim
12 words
A cured blend according to claim 14 in the form of foam.
Claim 28
Dependent Claim
85 words
Curable blends according to claim 1 wherein said copolymer consists essentially of, by weight, 40 to 90 percent of monomer (a), 0 percent of monomer (b), 5 to 40 percent of monomer (c), and 0.2 to 15 percent of monomer (d) and wherein monomer (c) is taken from the class consisting of vinyl esters of saturated carboxylic acids where the acid group has 1 to 18 carbon atoms, esters of unsaturated mono- or dicarboxylic acids of 3 to 20 carbon atoms and vinyl alkyl ethers.
Claim 29
Dependent Claim
12 words
Curable blends according to claim 27 wherein monomer (c) is vinyl acetate.
Claim 30
Dependent Claim
43 words
Curable blends according to claim 27 wherein monomer (d) is taken from the class consisting of epoxy esters of copolymerizable unsaturated organic acids, epoxy ethers of vinyl ethers, epoxy ethers of allyl ethers and mono-epoxy substituted di-olefins of 4 to 12 carbon atoms.
Claim 31
Dependent Claim
21 words
Curable blends according to claim 29 wherein monomer (d) is taken from the class consisting of glycidyl methacrylate and glycidyl acrylate.
Claim 32
Dependent Claim
34 words
Curable blends according to claim 27 wherein monomers (a), (c) and (d) are present in amounts by weight (a) 45 to 90 percent, (c) 10 to 33 percent, and (d) 0.4 to 9 percent.
Claim 33
Dependent Claim
34 words
Curable blends according to claim 27 wherein monomers (a), (c) and (d) are present in amounts by weight (a) 50 to 70 percent, (c) 20 to 30 percent, and (d) 1.5 to 6 percent.
Claim 34
Dependent Claim
38 words
Curable blends according to claim 27 wherein the ethylene copolymer is present in the range of 5 to 95 percent by weight and the thermosetting resin is present in the range of 5 to 95 percent by weight.
Claim 35
Dependent Claim
38 words
Curable blend according to claim 27 wherein the ethylene copolymer is present in the range of 10 to 50 percent by weight and the thermosetting resin is present in the range of 50 to 90 percent by weight.
Claim 36
Dependent Claim
15 words
Curable blend according to claim 33 wherein the thermosetting resin is a phenolic novalak resin.
Claim 37
Dependent Claim
15 words
Curable blend according to claim 33 wherein the thermosetting resin is a phenolic resole resin.
Claim 38
Independent Claim
214 words
A method for producing a molded article which comprises (1) dispersing 5 to 95 percent by weight of a free radical polymerized ethylene copolymer consisting essentially of, by weight (a) 40 to 90 percent ethylene; (b) 0 to 20 percent carbon monoxide; (c) 5 to 40 percent of a monomer copolymerizable therewith to provide flexible polymers, said monomer taken from the class consisting of unsaturated mono- or dicarboxylic acids of 3 to 20 carbon atoms, esters of said unsaturated mono- or dicarboxylic acids, vinyl esters of saturated carboxylic acids where the acid group has 1 to 18 carbon atoms, vinyl alkyl ethers where the alkyl group has 1 to 18 carbon atoms, acrylonitrile, methacrylontrile, alphaolefins of 3 to 20 carbon atoms, norbornene, and vinyl aromatic compounds; and (d) 0.2 to 15 percent of an ethylenically unsaturated monomer of 4 to 21 carbon atoms containing an epoxy group, and 5 to 95 percent by weight of a thermosetting resin with which said copolymer is only functionally compatible, said resin being selected from the group consisting of phenolic resins, epoxy resins, and melamine formaldehyde resins, (2) molding said blend; and (3) maintaining said molded blend at an elevated temperature until a crosslinked resin is formed, said ethylene copolymer remaining substantially dispersed in the cured thermosetting resin.
Claim 39
Independent Claim
214 words
A method for producing a molded article which comprises (1) dispersing 5 to 95 percent by weight of a free radical polymerized ethylene copolymer consisting essentially of, by weight (a) 40 to 90 percent ethylene; (b) 0 to 20 percent carbon monoxide; (c) 5 to 40 percent of a monomer copolymerizable therewith to provide flexible polymers, said monomer taken from the class consisting of unsaturated mono- or dicarboxylic acids of 3 to 20 carbon atoms, esters of said unsaturated mono- or dicarboxylic acids, vinyl esters of saturated carboxylic acids where the acid group has 1 to 18 carbon atoms, vinyl alkyl ethers where the alkyl group has 1 to 18 carbon atoms, acrylonitrile, methacrylontrile, alphaolefins of 3 to 20 carbon atoms, norbornene, and vinyl aromatic compounds; and (d) 0.2 to 15 percent of an ethylenically unsaturated monomer of 4 to 21 carbon atoms containing an epoxy group, and 5 to 95 percent by weight of a thermosetting resin with which said copolymer is only functionally compatible, said resin being selected from the group consisting of phenolic resins, epoxy resins, and melamine formaldehyde resins, (2) molding said blend; and (3) maintaining said molded blend at an elevated temperature until a crosslinked resin is formed, said ethylene copolymer remaining substantially dispersed in the cured thermosetting resin.
Claim 40
Dependent Claim
49 words
A method according to claim 37 wherein monomer (c) is taken from the class consisting of vinyl esters of saturated carboxylic acids where the acid group has 1 to 18 carbon atoms, esters of unsaturated mono- or dicarboxylic acids of 3 to 20 carbon atoms and vinyl aromatic compounds.
Claim 41
Dependent Claim
12 words
A method according to claim 37 wherein monomer (c) is vinyl acetate.
Claim 42
Dependent Claim
12 words
A method according to claim 37 wherein monomer (c) is methyl acrylate.
Claim 43
Dependent Claim
12 words
A method according to claim 37 wherein monomer (c) is methyl methacrylate.
Claim 44
Dependent Claim
43 words
A method according to claim 37 wherein monomer (d) is taken from the class consisting of epoxy esters of copolymerizable unsaturated organic acids, epoxy ethers of vinyl ethers, epoxy ethers of allyl ethers and mono-epoxy substituted di-olefins of 4 to 12 carbon atoms.
Claim 45
Dependent Claim
12 words
A method according to claim 42 wherein monomer (d) is glycidyl acrylate.
Claim 46
Dependent Claim
12 words
A method according to claim 42 wherein monomer (d) is glycidyl methacrylate.
Claim 47
Dependent Claim
13 words
A method according to claim 42 wherein monomer (d) is glycidyl vinyl ether.
Claim 48
Dependent Claim
38 words
A method according to claim 37 wherein monomers (a) to (d) are present in amounts by weight (a) 45 to 90 percent, (b) 0 to 15 percent, (c) 10 to 33 percent, and (d) 0.4 to 9 percent.
Claim 49
Dependent Claim
38 words
A method according to claim 37 wherein monomers (a) to (d) are present in amounts by weight (a) 50 to 70 percent, (b) 10 to 15 percent, (c) 20 to 30 percent, and (d) 1.5 to 6 percent.
Claim 50
Dependent Claim
18 words
A method according to claim 46 wherein monomer (c) is vinyl acetate and monomer (d) is glycidyl methacrylate.
Claim 51
Dependent Claim
18 words
A method according to claim 47 wherein monomer (c) is vinyl acetate and monomer (d) is glycidyl acrylate.
Claim 52
Dependent Claim
14 words
A method according to claim 37 wherein said thermosetting resin is a phenolic resin.
Claim 53
Dependent Claim
15 words
A method according to claim 50 wherein said phenolic resin is a phenol formaldehyde resin.
Claim 54
Dependent Claim
14 words
A method according to claim 37 wherein said thermosetting resin is an epoxy resin.
Claim 55
Dependent Claim
15 words
A method according to claim 37 wherein said thermosetting resin is a melamine formaldehyde resin.
Claim 56
Dependent Claim
86 words
A method according to claim 37 wherein said ethylene copolymer consists essentially of, by weight, 40 to 90 percent of monomer (a), 0 percent of monomer (b), 5 to 40 percent of monomer (c), and 0.2 to 15 percent of monomer (d) and wherein monomer (c) is taken from the class consisting of vinyl esters of saturated carboxylic acids where the acid group has 1 to 18 carbon atoms, esters of unsaturated mono- or dicarboxylic acids of 3 to 20 carbon atoms and vinyl aromatic compounds.
Claim 57
Dependent Claim
23 words
A method according to claim 54 wherein monomer (c) is taken from the class consisting of vinyl acetate, methyl acrylate and methyl methacrylate.
Claim 58
Dependent Claim
43 words
A method according to claim 54 wherein monomer (d) is taken from the class consisting of epoxy esters of copolymerizable unsaturated organic acids, epoxy ethers of vinyl ethers, epoxy ethers of allyl ethers and mono-epoxy substituted di-olefins of 4 to 12 carbon atoms.
Claim 59
Dependent Claim
24 words
A method according to claim 56 wherein monomer (d) is taken from the class consisting of glycidyl acrylate, glycidyl methacrylate and glycidyl vinyl ether.
Claim 60
Dependent Claim
34 words
A method according to claim 54 wherein monomers (a), (c) and (d) are present in amounts by weight (a) 45 to 90 percent, (c) 10 to 33 percent, and (d) 0.4 to 9 percent.
Claim 61
Dependent Claim
34 words
A method according to claim 54 wherein monomers (a), (c) and (d) are present in amounts by weight (a) 50 to 70 percent, (c) 20 to 30 percent, and (d) 1.5 to 6 percent.
Claim 62
Dependent Claim
38 words
A method according to claim 54 wherein the ethylene polymer is present in the range of 10 to 50 percent by weight and the thermosetting resin is present in the range of 50 to 90 percent by weight.
Claim 63
Dependent Claim
15 words
A method according to claim 60 wherein the thermosetting resin is a phenolic novalak resin.
Claim 64
Dependent Claim
15 words
A method according to claim 60 wherein the thermosetting resin is a phenolic resole resin.
References Cited (Backward Citations)
US3201497A
Cited
US3438931A
Cited
US3526540A
Cited
US3526538A
Cited
US3639365A
Cited
US3723570A
Cited
US3780140A
Cited
US3781380A
Cited
US3935374A
Cited
US3935375A
Cited
US3948832A
Cited
US3843594A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-06-04 | 1982-12-04 | 1983-06-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-06-04 | 1986-12-04 | 1987-06-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-06-04 | 1990-12-04 | 1991-06-05 | $7700.00 | Window Closed / Lapsed |